Comprehensive Benefits Package Jobs in Milwaukee, WI

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Looking for Comprehensive Benefits Package jobs in Milwaukee, WI? Browse our curated listings with transparent salary information to find the perfect Comprehensive Benefits Package position in the Milwaukee, WI area.

Outside Sales Rep Now Hiring

Company:

Location: Menomonee Falls, WI

Posted Jan 24, 2025

Overnight Security Needed

Company:

Location: Madison, WI

Posted Jan 24, 2025

Sales Representative – Entry Level

Company:

Location: Wausau, WI

Posted Jan 24, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in Oshkosh, Green Bay, and Appleton areas. These representatives will educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro stands out due to its fully staffed departments, allowing reps more time for sales. The company offers competitive compensation including draw against commission, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Responsibilities include prospecting, qualifying, and closing sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years sales experience, reliable vehicle, strong communication skills, and CRM experience.

Management & Sales Training Program (Milwaukee)

Company:

Location: Oak Creek, WI

Posted Jan 24, 2025

The Sherwin-Williams Management & Sales Training Program is an 18-24 month entry-level position designed to prepare individuals for a Store Management role. The program includes 6-8 weeks of intensive training, followed by a typical 44-hour workweek. Participants will collaborate with store management, oversee a million-dollar business, and learn all aspects of operations, sales, and strategy. The training equips participants with skills for a successful career in management and professional sales, offering limitless career opportunities and leadership development. Sherwin-Williams values diversity and inclusivity, encouraging applications from all backgrounds.

Management & Sales Training Program (Green Bay)

Company:

Location: Green Bay, WI

Posted Jan 24, 2025

The Sherwin-Williams Management & Sales Training Program is an 18-24 month entry-level position designed to prepare individuals for a Store Management role. The program includes 6-8 weeks of intensive training, followed by a typical 44-hour workweek. Participants will collaborate with store management, oversee a million-dollar business, and learn all aspects of operations, sales, and strategy. The training equips participants with skills for a successful career in management and professional sales, offering limitless career opportunities and leadership development. Sherwin-Williams values diversity and inclusivity, encouraging applications from all backgrounds.

Management & Sales Training Program

Company:

Location: Menomonie, WI

Posted Jan 24, 2025

The Sherwin-Williams Management & Sales Training Program is an 18-24 month entry-level position designed to prepare individuals for a Store Management role. The program includes 6-8 weeks of intensive training, followed by a typical 44-hour workweek. Participants will collaborate with store management, oversee a million-dollar business, and learn all aspects of operations, sales, and strategy. The training equips participants with skills for a successful career in management and professional sales, offering limitless career opportunities and leadership development. Sherwin-Williams values diversity and inclusivity, encouraging applications from all backgrounds.

Outside Sales Representative

Company:

Location: New Berlin, WI

Posted Jan 24, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in Milwaukee, WI. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. The company offers competitive compensation including draw advancement, commission on approved sales, and a vehicle allowance. Benefits include full insurance, a 401K with employer match, and a training & development program. The role involves prospecting, qualifying, and closing sales, managing a territory, and building relationships with homeowners. Qualifications include 2+ years of full-cycle sales experience, a reliable vehicle, and excellent communication skills.

Roofing Sales Hiring Now Training Provided

Company:

Location: River Falls, WI

Posted Jan 24, 2025

Frequently Asked Questions

What are the typical salary ranges by seniority for Comprehensive Benefits Package roles?
Entry‑level Benefits Analyst: $55,000–$70,000; Mid‑level Analyst/Manager: $70,000–$95,000; Senior Manager/Director: $95,000–$130,000; VP of Compensation & Benefits: $130,000–$170,000. Salaries shift 10–15% higher in major metros like San Francisco or New York and can dip 5–10% in smaller markets.
Which skills and certifications are most valuable for a career in Comprehensive Benefits Package?
Hands‑on expertise in Workday, SAP SuccessFactors, Gusto, or Zenefits; proficiency in Excel, SQL, and data‑visualization tools (Tableau, Power BI); deep knowledge of ACA, HIPAA, and ERISA regulations; and certifications such as CEBS (Certified Employee Benefits Specialist), CBP (Certified Benefits Professional), or SHRM‑CP/SCP. Demonstrating success in vendor negotiation and benefits analytics projects boosts employability.
Is remote work commonly available in Comprehensive Benefits Package positions?
Yes. 70–80% of Benefits Analyst and Manager roles offer fully remote or hybrid options, supported by cloud portals (e.g., Gusto Benefits Portal), video conferencing (Zoom, Teams), and collaboration platforms (Slack, SharePoint). Companies often set clear remote‑policy guidelines and require 2–3 in‑office days per month for onboarding or vendor meetings.
What does a typical career progression look like in this field?
Benefits Analyst → Senior Analyst → Benefits Manager → Senior Manager → Director of Compensation & Benefits → VP of Compensation & Benefits. Each step adds responsibilities for strategic planning, cross‑functional leadership, and executive reporting. Gaining a CEBS certification and leading a major benefits redesign project accelerates promotion.
What are the current industry trends shaping Comprehensive Benefits Package roles?
1) AI‑driven benefits analytics for predictive cost modeling; 2) Expansion of mental‑health and wellness programs (e.g., Calm, Headspace, Virgin Pulse); 3) Shift to flexible benefit baskets allowing employees to choose coverage; 4) Heightened focus on data privacy and GDPR/CCPA compliance; 5) Seamless integration of benefits modules within HRIS and payroll systems to reduce manual work.

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